Entrepreneurial Operations Assistant

Harrow, ON, CA, Canada

Job Description

DescriptionWe're Hiring: Tech-Savvy & AI-Literate Personal Assistant (Based in Harrow, Ontario)

Are you the kind of person who lives in spreadsheets, thrives on organization, and gets excited about automation, AI tools, and solving problems before they even happen?

Join our team as a Personal Assistant and help take chaos off the table.

Location: Harrow, Ontario
Work Type: In-person, Full-time
Start Date: ASAP

Who You Are:
You're highly organized -- calendars, reminders, folders, systems. Nothing slips through the cracks.

You're a power user of Google Workspace, Excel, and can build workflows in tools .

You're genuinely passionate about AI -- from ChatGPT to automating tasks with Zapier or custom prompts.

You're proactive -- if something looks messy, you fix it before anyone has to ask.

You can manage multiple projects, juggle shifting priorities, and still hit deadlines.

You're resourceful, great at figuring things out on your own, and don't need constant handholding.

What You'll Do:
Manage schedules, appointments, digital filing, and task lists

Help run multiple startups and businesses across immigration, restaurants, real estate, and e-commerce

Build AI workflows to reduce manual work (we love automation)

Handle email and basic communications with clients, vendors, and partners

Organize company documents, databases, and systems for efficiency

Track and follow up on to-do lists and deadlines -- especially the ones that fall through the cracks

Manage online accounts and coordinate digital projects

Bonus Points If You:
Can write AI prompts that actually get the job done

Have experience with social media content scheduling or email marketing

Know how to analyze simple data reports and spot patterns

Why This Role Is Unique:
You're not just assisting -- you're optimizing. If you've ever looked at someone's workflow and thought "This could be 10x better," this is your role. You'll be working alongside a fast-moving entrepreneur who needs someone to bring structure to vision.

To Apply:
Send your resume and a short video (2 min max) or paragraph about how you use AI in your daily life to the ad

Job Type: Full-time

Pay: $20.00-$30.00 per hour

Flexible language requirement:

English not required
Schedule:

Day shift Monday to Friday Weekends as needed
Location:

Harrow, ON (required)
Willingness to travel:

100% (preferred)
Work Location: In person

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Job Detail

  • Job Id
    JD2463480
  • Industry
    Not mentioned
  • Total Positions
    1
  • Job Type:
    Full Time
  • Salary:
    Not mentioned
  • Employment Status
    Permanent
  • Job Location
    Harrow, ON, CA, Canada
  • Education
    Not mentioned